Search Downtown Chicago Single-Family Homes For Sale, Over $1,000,000

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• $200,000 - $300,000
• $800,000 - $900,000
• Over $1,000,000

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New

$21,000,000

1355 N Astor Street, Chicago, 60610

6 Beds 5.5 Baths 25,000 SqFt Residential MLS® # 12628484

$18,500,000

915 N Dearborn Street, Chicago, 60610

6 Beds 6 Baths 13,400 SqFt Residential MLS® # 12273547

New

$6,950,000

1878 N Orchard Street, Chicago, 60614

5 Beds 6.5 Baths 9,512 SqFt Residential MLS® # 12705896

New

$6,900,000

79 E Cedar Street, Chicago, 60611

4 Beds 7 Baths 7,523 SqFt Residential MLS® # 12658057

$6,450,000

460 W Huron Street, Chicago, 60654

7 Beds 9.5 Baths 10,360 SqFt Residential MLS® # 12278123

$6,000,000

1454 N Dearborn Street, Chicago, 60610

6 Beds 4.5 Baths 11,000 SqFt Residential MLS® # 12573383

$5,995,000

22 E Elm Street, Chicago, 60611

11 Beds 5.5 Baths 5,100 SqFt Residential MLS® # 12686438

$5,695,000

↑ $195,000

1870 N Burling Street, Chicago, 60614

6 Beds 5 Baths 5,500 SqFt Residential MLS® # 12698186

$5,200,000

1515 N North Park Avenue, Chicago, 60610

7 Beds 5.5 Baths 8,400 SqFt Residential MLS® # 11755660

New Open House

$4,995,000

1524 N Astor Street, Chicago, 60610

3 Beds 5 Baths 6,500 SqFt Residential

Open House

Sun, Sep 13th, 2026 @ 11:30am - 1pm

MLS® # 12753134

$4,500,000

↓ $950,000

32 E Bellevue Place, Chicago, 60611

6 Beds 5.5 Baths 6,000 SqFt Residential MLS® # 12646807

$4,495,000

1811 N Howe Street, Chicago, 60614

5 Beds 4.5 Baths 5,900 SqFt Residential MLS® # 12595802

Contingent

$3,999,000

1857 N Burling Street, Chicago, 60614

5 Beds 4.5 Baths 5,500 SqFt Residential MLS® # 12723191

New

$3,750,000

1437 N Dearborn Street, Chicago, 60610

5 Beds 4.5 Baths 5,500 SqFt Residential MLS® # 12750844

$3,499,990

↓ $100,010

75 E Elm Street, Chicago, 60611

7 Beds 6.5 Baths 7,150 SqFt Residential MLS® # 12553514

Contingent

$2,875,000

↓ $120,000

1816 N Hudson Avenue, Chicago, 60614

5 Beds 4.5 Baths 0 SqFt Residential MLS® # 12354016

Contingent

$2,300,000

1934 N Cleveland Avenue, Chicago, 60614

4 Beds 3.5 Baths 4,798 SqFt Residential MLS® # 12728875

Contingent

$1,890,000

1529 W Adams Street, Chicago, 60607

4 Beds 4.5 Baths 4,950 SqFt Residential MLS® # 12740940

$1,699,900

67 W Schiller Street, Chicago, 60610

3 Beds 3 Baths 2,500 SqFt Residential MLS® # 12721184

New

$1,655,000

1125 W Monroe Street, Chicago, 60607

4 Beds 4.5 Baths 0 SqFt Residential MLS® # 12750554

New Open House

$1,499,000

331 W Evergreen Avenue, Chicago, 60610

4 Beds 3.5 Baths 3,100 SqFt Residential

Open House

Sun, Sep 13th, 2026 @ 12pm - 2pm

MLS® # 12753212

Contingent

$1,495,000

1501 N Larrabee Street, Chicago, 60610

3 Beds 3 Baths 3,200 SqFt Residential MLS® # 12730325

Contingent

$1,450,000

344 W Scott Street, Chicago, 60610

3 Beds 3.5 Baths 3,300 SqFt Residential MLS® # 12713927

$1,445,500

↓ $49,500

1454 N Wieland Street, Chicago, 60610

4 Beds 3.5 Baths 0 SqFt Residential MLS® # 12741980

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